CN103147288A - Method for preparing halamine antibacterial material based on cyanuric chloride - Google Patents
Method for preparing halamine antibacterial material based on cyanuric chloride Download PDFInfo
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- CN103147288A CN103147288A CN2013100569944A CN201310056994A CN103147288A CN 103147288 A CN103147288 A CN 103147288A CN 2013100569944 A CN2013100569944 A CN 2013100569944A CN 201310056994 A CN201310056994 A CN 201310056994A CN 103147288 A CN103147288 A CN 103147288A
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- cyanuric chloride
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- halogen amine
- amine antimicrobial
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/35—Heterocyclic compounds
- D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
- D06M13/358—Triazines
- D06M13/364—Cyanuric acid; Isocyanuric acid; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2400/00—Specific information on the treatment or the process itself not provided in D06M23/00-D06M23/18
- D06M2400/01—Creating covalent bondings between the treating agent and the fibre
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Chemical & Material Sciences (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Inorganic Chemistry (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses a method for preparing a halamine antibacterial material based on cyanuric chloride. The method comprises the following technological steps of: completely dissolving cyanuric chloride into an alkaline liquor to prepare a finishing liquor, soaking a material to be finished into the finishing liquor until the material is wet, then taking the material out and drying the material after the finishing, solidifying the material at 90-120 DEG C for 10-40 minutes, cleaning the material surface, and finally, halogenating, washing and drying to obtain the antibacterial material. The method is simple in technological operation, low in cost and moderate in reaction condition and has small influence on material mechanical property; and the finished material has excellent antibacterial performance and is safe and toxic-free.
Description
Technical field
The invention belongs to the anti-biotic material technical field, be specifically related to a kind of preparation method of the halogen amine antimicrobial material based on Cyanuric Chloride.
Background technology
Have a large amount of causing a disease and cause mould harmful microorganism in human habitat, they can pass through various materials and the product surface propagation such as fiber, plastics, rubber, paper, threaten human health.Use the long acting antibiotic material be prevent effectively that harmful microorganism from grow, breed, spread and propagating the most simply, safety and effective method.Traditional antiseptic that is used for the material antibiotic finish has heavy metal, quaternary ammonium salt, triclosan etc., but all has in various degree the shortcomings such as expensive, that antibacterial ability weak, germicidal efficiency is low, harmful.The halogen amine antimicrobial agent that newly-developed gets up has made up the deficiency of above-mentioned antiseptic, it has has a broad antifungal spectrum, sterilization is rapid, antibacterial activity is renewable, do not produced toxic byproduct, to human body and the advantage such as environmentally friendly, have broad application prospects in material antibiotic finish field.
At present, still have the following disadvantages based on the anti-biotic material preparation technology of halogen amine antimicrobial agent: relate to reactant more, raw material is expensive, severe reaction conditions, and complex process, production cost is high; The raw material poorly water-soluble, utilization rate is low, need add a large amount of inflammable organic solvent hydrotropies, has increased the arrangement cost, and has had potential safety hazard; Finishing technique is larger on the material mechanical performance impact, and the textiles strength loss is serious; The anti-microbial property of made anti-biotic material is still waiting to improve.
Summary of the invention
The applicant is for the defects that existing halogen amine antimicrobial material preparation technology exists, and a kind of preparation method of the halogen amine antimicrobial material based on Cyanuric Chloride is provided.The inventive method technological operation is simple, and is with low cost, and reaction condition is gentle, and little on the material mechanical performance impact, the material anti-microbial property after arrangement is excellent, safety non-toxic.
Purpose of the present invention realizes by following technical proposals:
A kind of preparation method of the halogen amine antimicrobial material based on Cyanuric Chloride, processing step is as follows: Cyanuric Chloride is dissolved in alkali lye fully is prepared into dressing liquid, to treat that again sorted material is soaked in this dressing liquid, be as the criterion with drenched material, arrange completely, take out drying, solidify 10～40min in 90～120 ℃, clean this material surface, last halogenation, washing, oven dry make anti-biotic material.
Its further technical scheme is:
Described alkali lye comprises NaOH, potassium hydroxide, sodium carbonate, potash, sodium bicarbonate or potassium bicarbonate solution, and its mass percentage concentration is 1～30%, is preferably 2～5%.
In described arrangement was bathed, the mass percentage concentration of described Cyanuric Chloride was 0.5～30%, is preferably 1～5%.
Described halogenation is for adopting the solution that contains reactive halogen to carry out immersion treatment to described material, the described solution that contains reactive halogen comprises clorox, sodium hypobromite or calcium hypochlorite solution, its mass percentage concentration is 0.01～5%, and being preferably 0.01～0.5%, pH value is 4.0～12.0.
Describedly treat that sorted material comprises natural fabric or synthetic textile, plastics, sponge, natural rubber, synthetic rubber, timber, paper, coating, shitosan or chitin.
Described curing is processed can adopt the modes such as baking oven bakes, hot iron, roller process, hot air treatment; When sorted material is natural fabric or synthetic textile, being soaked in needs after dressing liquid to adopt two traditional two methods of rolling of soaking to process, and pick-up is 100%.
Compare with existing halogen amine antimicrobial material preparation technology, the present invention has following advantage:
1. directly take Cyanuric Chloride cheap and easy to get as raw material, it is dissolved in alkali lye gets final product to get dressing liquid, raw material availability is high, need not add inflammable organic solvent hydrotropy, operates very easy, with low cost.
2. process conditions are gentle, solidification temperature low (90～120 ℃), and the time is short, and is very little on the material mechanical performance impact, and after testing, the made antibacterial fabric strength loss of the present invention obviously is better than the antibacterial fabric of common process preparation all less than 20%.
3. the made anti-biotic material of the present invention has excellent anti-microbial property, antimicrobial efficiency is high, its available chlorine content is in 0.1～1.0% scope, after testing, after antibiotic COTTON FABRIC through arranging and inoculated bacteria inoculation, the interior antibiotic rate to staphylococcus aureus of 10min can reach the interior antibiotic rate to Escherichia coli O 157: H7 of 100%, 5min can reach 100%.
4. the formaldehydeless release of preparation process and finished product, safety non-toxic.
Description of drawings
Fig. 1 is antibiotic finish chemical principle figure in the embodiment of the present invention 1.
Fig. 2 is the made anti-biotic material sterilization of the present invention and bactericidal activity regeneration schematic diagram.
Fig. 3 is COTTON FABRIC infrared spectrum analysis figure, wherein, (A) is blank sample, is (B) COTTON FABRIC before chlorination in embodiment 1, (C) is the COTTON FABRIC after chlorination in embodiment 1.
The specific embodiment
Below in conjunction with accompanying drawing, and by embodiment, the present invention is specifically described.
As shown in Figure 1, at first Cyanuric Chloride generates soluble sodium salt with the NaOH reaction, nucleophilic substitution occurs in the active group (Cellulose-OH) with fiber textile under condition of cure, hydroxyl oxygen on cellulose replaces the triazine chlorine in ring, thereby makes above-mentioned sodium salt be connected to material surface.
As shown in Figure 2, be connected to the halogen amine antimicrobial agent of material surface by its oxidisability chlorine atom performance bactericidal action, after effective chlorine releases, can float by chlorine and recover anti-microbial property (regeneration).
Embodiment 1
1g Cyanuric Chloride, 2g NaOH are dissolved in 97g distilled water fully are prepared into dressing liquid, again will Nature Fibre Textile product (pure cotton fabric be arranged, available from Zhejiang Guandong Dyeing and Garment Co., Ltd.) be soaked in this dressing liquid 15min, two soak two rolls, pick-up 100%; Arrange completely, take out and to be placed in dryer in 80 ℃ of oven dry 5min, then put into baker and bake 10min in 120 ℃; Taking out fabric, is 0.5% standard soap flakes solution and its surface of a large amount of washed with de-ionized water with mass concentration, dries in room temperature; The fabric that will dry is soaked in the calcium hypochlorite solution of mass percentage concentration 0.01% and (regulates pH value to 7.0 with dilute sulfuric acid), takes out fabric after 1h and with a large amount of clear water cleanings, dries 2h in 45 ℃ in dryer, makes antibiotic COTTON FABRIC.The available chlorine content that records this antibiotic COTTON FABRIC with iodimetric titration is 0.68%.
8g Cyanuric Chloride, 7g potassium hydroxide are dissolved in 87g distilled water fully are prepared into dressing liquid, again will Nature Fibre Textile product (pure cotton fabric be arranged, available from Zhejiang Guandong Dyeing and Garment Co., Ltd.) be soaked in this dressing liquid 15min, two soak two rolls, pick-up 100%; Arrange completely, take out and to be placed in dryer in 80 ℃ of oven dry 5min, then put into baker and bake 40min in 90 ℃; Taking out fabric, is 0.5% standard soap flakes solution and its surface of a large amount of washed with de-ionized water with mass concentration, dries in room temperature; The fabric that will dry is soaked in the liquor natrii hypochloritis of mass percentage concentration 0.5% and (regulates pH value to 12.0 with dilute sulfuric acid), takes out fabric after 1h and with a large amount of clear water cleanings, dries 2h in 45 ℃ in dryer, makes antibiotic COTTON FABRIC.The available chlorine content that records this antibiotic COTTON FABRIC with iodimetric titration is 0.86%.
Embodiment 3
5g Cyanuric Chloride, 11g potassium hydroxide are dissolved in 84g distilled water fully are prepared into dressing liquid, again will Nature Fibre Textile product (pure cotton fabric be arranged, available from Zhejiang Guandong Dyeing and Garment Co., Ltd.) be soaked in this dressing liquid 15min, two soak two rolls, pick-up 100%; Arrange completely, take out and to be placed in dryer in 80 ℃ of oven dry 5min, then put into baker and bake 20min in 100 ℃; Taking out fabric, is 0.5% standard soap flakes solution and its surface of a large amount of washed with de-ionized water with mass concentration, dries in room temperature; The fabric that will dry is soaked in the liquor natrii hypochloritis of mass percentage concentration 0.1% and (regulates pH value to 7.0 with dilute sulfuric acid), takes out fabric after 1h and with a large amount of clear water cleanings, dries 2h in 45 ℃ in dryer, makes antibiotic COTTON FABRIC.The available chlorine content that records this antibiotic COTTON FABRIC with iodimetric titration is 0.99%.
Antibiotic COTTON FABRIC strength test:
According to ASTM D5035 method (pulling limit sliver sample method), the made antibiotic COTTON FABRIC of embodiment 1～embodiment 3 is carried out strength test, and strength loss is followed successively by 16%, 10%, 15%, all less than 20%, be better than conventional finishing technique, prove that method for sorting of the present invention is less on the fabric mechanics impact.
The FT-IRATR infrared spectrum analysis of antibiotic COTTON FABRIC:
Adopt Fourier's attenuate total reflection spectrum (FT-IRATR) method of testing to test, as blank sample, the COTTON FABRIC before and after chlorination in embodiment 1 is carried out infrared spectrum analysis with untrimmed COTTON FABRIC (the same), test result is referring to Fig. 3.
As shown in Figure 3, (B) curve at 1713cm
-1Place and 1610cm
-1New absworption peak occurred, (C) curve is at 1700cm
-1And 1605cm
-1New absworption peak has appearred in the place, and the absworption peak for the carbonyl on triazine ring and two keys proves that triazine ring has been connected on COTTON FABRIC.
The anti-microbial property test of antibiotic COTTON FABRIC:
Test according to revising the described method of AATCC100-1999 anti-microbial property testing standard, with the COTTON FABRIC before chlorination in embodiment 2 as blank sample, the made antibiotic COTTON FABRIC of embodiment 2 (available chlorine content 0.86%) is carried out the anti-microbial property test, inoculated bacteria is staphylococcus aureus and Escherichia coli O 157: H7, and test result is referring to table 1 and table 2.
The anti-microbial property of the antibiotic COTTON FABRIC of table 1 to staphylococcus aureus
Annotate: the inoculum density of staphylococcus aureus: 1.80x10
7Cfu/ sample, logarithm reduction are 7.26 namely all to kill.
The anti-microbial property of the antibiotic COTTON FABRIC of table 2 to Escherichia coli O 157: H7
Annotate: the inoculum density of Escherichia coli O 157: H7: 2.67x10
7Cfu/ sample, logarithm reduction are 7.43 namely all to kill.
The test data of table 1 and table 2 shows, the COTTON FABRIC that arranges by the inventive method has excellent anti-microbial property, after inoculated bacteria contacts, the interior antibiotic rate to staphylococcus aureus of above-mentioned antibiotic COTTON FABRIC 10min can reach the interior antibiotic rate to Escherichia coli O 157: H7 of 100%, 5min can reach 100%.
Above embodiment and Application Example relate to each raw material and reagent is the commercially available prod, and institute's use production equipment is this area conventional equipment, and wherein, staphylococcus aureus and Escherichia coli O 157: H7 is available from US mode culture collection warehousing (ATCC).
Above-described only for purpose of explanation, the invention is not restricted to above embodiment.Be appreciated that other improvement and variation that those skilled in the art directly derive without departing from the spirit and concept in the present invention or associate, all should think be included in protection scope of the present invention within.
Claims (9)
1. preparation method based on the halogen amine antimicrobial material of Cyanuric Chloride, it is characterized in that processing step is as follows: Cyanuric Chloride is dissolved in alkali lye fully is prepared into dressing liquid, to treat that again sorted material is soaked in this dressing liquid, be as the criterion with drenched material, arrange completely, take out drying, solidify 10～40min in 90～120 ℃, clean this material surface, last halogenation, washing, oven dry make anti-biotic material.
2. the preparation method of halogen amine antimicrobial material according to claim 1, it is characterized in that: described alkali lye comprises NaOH, potassium hydroxide, sodium carbonate, potash, sodium bicarbonate or potassium bicarbonate solution, its mass percentage concentration is 1～30%.
3. the preparation method of halogen amine antimicrobial material according to claim 1, it is characterized in that: in described arrangement was bathed, the mass percentage concentration of described Cyanuric Chloride was 0.5～30%.
4. the preparation method of halogen amine antimicrobial material according to claim 1, it is characterized in that: described halogenation is for adopting the solution that contains reactive halogen to carry out immersion treatment to described material.
5. the preparation method of halogen amine antimicrobial material according to claim 1 is characterized in that: describedly treat that sorted material comprises natural fabric or synthetic textile, plastics, sponge, natural rubber, synthetic rubber, timber, paper, coating, shitosan or chitin.
6. the preparation method of halogen amine antimicrobial material according to claim 1 is characterized in that: comprise that also the natural fabric that is soaked in described dressing liquid or synthetic textile are carried out two soaks two steps of rolling.
7. the preparation method of halogen amine antimicrobial material according to claim 2, it is characterized in that: the mass percentage concentration of described alkali lye is 2～5%.
8. the preparation method of halogen amine antimicrobial material according to claim 3, it is characterized in that: in described arrangement was bathed, the mass percentage concentration of described Cyanuric Chloride was 1～5%.
9. the preparation method of halogen amine antimicrobial material according to claim 4, it is characterized in that: the described solution that contains reactive halogen comprises clorox, sodium hypobromite or calcium hypochlorite solution, its mass percentage concentration is 0.01～5%.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310056994.4A CN103147288B (en) | 2013-02-22 | 2013-02-22 | Method for preparing halamine antibacterial material based on cyanuric chloride |
| US14/768,450 US20160076194A1 (en) | 2013-02-22 | 2014-02-17 | The preparation of N-halamine antibacterial materials based on cyanuric chloride |
| PCT/CN2014/072161 WO2014127713A1 (en) | 2013-02-22 | 2014-02-17 | Method for preparing cyanuric chloride-based halogenoamine antibacterial material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310056994.4A CN103147288B (en) | 2013-02-22 | 2013-02-22 | Method for preparing halamine antibacterial material based on cyanuric chloride |
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| Publication Number | Publication Date |
|---|---|
| CN103147288A true CN103147288A (en) | 2013-06-12 |
| CN103147288B CN103147288B (en) | 2015-03-11 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201310056994.4A Active CN103147288B (en) | 2013-02-22 | 2013-02-22 | Method for preparing halamine antibacterial material based on cyanuric chloride |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US20160076194A1 (en) |
| CN (1) | CN103147288B (en) |
| WO (1) | WO2014127713A1 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014127713A1 (en) * | 2013-02-22 | 2014-08-28 | 江南大学 | Method for preparing cyanuric chloride-based halogenoamine antibacterial material |
| CN104140475A (en) * | 2014-08-06 | 2014-11-12 | 上海工程技术大学 | Method for preparing quaternization chitosan |
| CN115322267A (en) * | 2022-07-14 | 2022-11-11 | 四川大学 | Preparation method of biomass-based amphoteric synthetic tanning agent |
| CN115888834A (en) * | 2022-10-31 | 2023-04-04 | 南京邮电大学 | N-halamine grafted metal organic framework photocatalytic bactericide and preparation method and application thereof |
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| US10897905B2 (en) | 2016-01-26 | 2021-01-26 | Metrex Research, LLC | Hypochlorite based hard surface disinfectants |
| US10986841B2 (en) | 2018-11-06 | 2021-04-27 | The Clorox Company | Bleach compositions |
| CN111041829B (en) * | 2019-12-30 | 2023-08-25 | 华侨大学 | Preparation method of reactive chitosan-based fabric antibacterial agent |
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| US11845916B2 (en) | 2020-06-24 | 2023-12-19 | The Clorox Company | Burstable sporicidal cleaning wipe system containing stabilized hypochlorite |
| CN114381073B (en) * | 2021-12-15 | 2023-09-29 | 珠海市睿住建筑科技有限公司 | Ultraviolet aging resistant chitosan-polyvinyl chloride wood-plastic board and preparation method thereof |
| CN114672998B (en) * | 2022-04-12 | 2022-12-20 | 福州大学 | Preparation method of antibacterial and mildewproof polypropylene |
| CN114775264B (en) * | 2022-04-22 | 2023-06-23 | 安徽大学 | Method for preparing nitrogen halamine type antibacterial cotton fabric by ATRP method |
| CN116356563B (en) * | 2023-02-21 | 2023-11-14 | 江苏箭鹿毛纺股份有限公司 | Antibacterial fabric and preparation method thereof |
| CN117385490A (en) * | 2023-11-02 | 2024-01-12 | 江苏威之盾安防科技有限公司 | Antibacterial fabric based on modified polyester fiber |
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|---|---|---|---|---|
| JPH06341073A (en) * | 1994-01-10 | 1994-12-13 | Kunio Mori | Adherent composite material of steel wire and rubber |
| CN101215267A (en) * | 2007-12-26 | 2008-07-09 | 东华大学 | Ultraviolet ray absorbent with double reaction active groups used for cotton, preparation and application thereof |
| CN101250815A (en) * | 2008-03-24 | 2008-08-27 | 王加旺 | Method for manufacturing halogen amine antimicrobial material |
| CN102797150A (en) * | 2012-08-17 | 2012-11-28 | 江南大学 | Halamine antibacterial agent, its preparation method and application |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1096169A (en) * | 1996-09-20 | 1998-04-14 | Toyobo Co Ltd | Skin care fiber product and its production |
| CN103147288B (en) * | 2013-02-22 | 2015-03-11 | 江南大学 | Method for preparing halamine antibacterial material based on cyanuric chloride |
-
2013
- 2013-02-22 CN CN201310056994.4A patent/CN103147288B/en active Active
-
2014
- 2014-02-17 US US14/768,450 patent/US20160076194A1/en not_active Abandoned
- 2014-02-17 WO PCT/CN2014/072161 patent/WO2014127713A1/en active Application Filing
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06341073A (en) * | 1994-01-10 | 1994-12-13 | Kunio Mori | Adherent composite material of steel wire and rubber |
| CN101215267A (en) * | 2007-12-26 | 2008-07-09 | 东华大学 | Ultraviolet ray absorbent with double reaction active groups used for cotton, preparation and application thereof |
| CN101250815A (en) * | 2008-03-24 | 2008-08-27 | 王加旺 | Method for manufacturing halogen amine antimicrobial material |
| CN102797150A (en) * | 2012-08-17 | 2012-11-28 | 江南大学 | Halamine antibacterial agent, its preparation method and application |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014127713A1 (en) * | 2013-02-22 | 2014-08-28 | 江南大学 | Method for preparing cyanuric chloride-based halogenoamine antibacterial material |
| CN104140475A (en) * | 2014-08-06 | 2014-11-12 | 上海工程技术大学 | Method for preparing quaternization chitosan |
| CN115322267A (en) * | 2022-07-14 | 2022-11-11 | 四川大学 | Preparation method of biomass-based amphoteric synthetic tanning agent |
| CN115322267B (en) * | 2022-07-14 | 2023-10-24 | 四川大学 | Preparation method of biomass-based amphoteric synthetic tanning agent |
| CN115888834A (en) * | 2022-10-31 | 2023-04-04 | 南京邮电大学 | N-halamine grafted metal organic framework photocatalytic bactericide and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| US20160076194A1 (en) | 2016-03-17 |
| CN103147288B (en) | 2015-03-11 |
| WO2014127713A1 (en) | 2014-08-28 |
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